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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:31 UTC

Update Date

2022-03-07 02:52:39 UTC

HMDB ID

HMDB0030702

Secondary Accession Numbers

HMDB30702

Metabolite Identification

Common Name

Neochlorogenin

Description

Neochlorogenin belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Neochlorogenin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 05061305272D          

 31 36  0  0  0  0            999 V2000
   -0.5621   -4.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159   -5.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -5.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7749   -5.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631   -5.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2923   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395   -5.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -5.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890   -5.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801   -3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796   -3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -3.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5432   -3.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -4.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -5.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1334   -4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6626   -4.6790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3857   -4.0377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8565   -3.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4032   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -3.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -4.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4862   -4.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -4.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802   -4.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9570   -4.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -2.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -3.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -3.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 15  1  1  0  0  0  0
 15  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16  2  1  0  0  0  0
 17  6  1  0  0  0  0
 17 11  1  0  0  0  0
 18 12  1  0  0  0  0
 19  7  1  0  0  0  0
 19 18  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
 22 21  1  0  0  0  0
 23 13  1  0  0  0  0
 24 16  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25  8  1  0  0  0  0
 25 19  1  0  0  0  0
 25 21  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
 26 24  1  0  0  0  0
 27 10  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 29 22  1  0  0  0  0
 30 14  1  0  0  0  0
 30 27  1  0  0  0  0
 31 23  1  0  0  0  0
 31 27  1  0  0  0  0
M  END

HMDB0030702
     RDKit          3D
Neochlorogenin
 75 80  0  0  0  0  0  0  0  0999 V2000
    7.5874    1.2625    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6620    0.5059   -0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.4042   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    0.5187   -1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.1261   -0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667   -0.1398    0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8859   -0.5682    0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9091    1.2188   -0.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.0246   -0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603    1.7109   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058    0.7180    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    0.5885   -0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    0.1125   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275    0.3601   -1.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.5273   -2.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399    0.5491   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832    0.2985   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3589    0.8238   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3342    2.2310   -0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0261    0.3666    1.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5752    0.2479    1.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7705   -0.3432    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3261   -1.7188    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236   -0.3570    0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -1.7056    0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -1.8040    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721   -0.5656    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534   -0.5195    1.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -0.4649   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767   -1.0436   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -2.1768    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    1.9789   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906    1.7152    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3296    0.5323    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2807    0.0769   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0852    1.9110   -2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3273    2.1469   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    1.1115   -2.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -0.3903   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5019   -0.8303    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723   -1.4535   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    1.2602   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    2.1548   -1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017    2.6000    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3309    1.1731    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0339    1.6216    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0376    0.6810   -2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338   -0.9809   -1.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000   -0.4545   -2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    1.2620   -3.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    1.6393   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703   -0.7237   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6638    0.9436   -2.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4366    0.5531   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5361    2.6422    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4484    1.1359    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6043   -0.5685    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1410    1.2356    1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.4270    2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -2.0981   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4499   -1.6895    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9817   -2.4731    0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    0.0103    1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248   -2.2256   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -2.2806    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177   -2.5231    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0016   -2.3746   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -1.5438    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -0.0224    2.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2430    0.0930    1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531   -0.7668   -1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -1.3914   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -1.7678    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -2.8098   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -2.8714    0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
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 13 14  1  0
 14 15  1  0
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 22 24  1  0
 24 25  1  0
 25 26  1  0
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 27 28  1  0
 27 29  1  0
 29 30  1  0
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  7  2  1  0
 29  9  1  0
 30  5  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  7 40  1  0
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  9 42  1  0
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 28 69  1  0
 28 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END


  Mrv0541 05061305272D          

 31 36  0  0  0  0            999 V2000
   -0.5621   -4.8507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426   -5.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1159   -5.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -5.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7749   -5.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7631   -5.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2923   -5.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9395   -5.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4687   -5.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5890   -5.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6801   -3.8459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5796   -3.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7990   -3.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5432   -3.9450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -4.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4669   -5.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1334   -4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2093   -3.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4032   -3.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -3.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -4.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4862   -4.6311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8802   -4.4494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9570   -4.4873    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7735   -2.4673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3573   -3.8113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -3.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 15  1  1  0  0  0  0
 15  5  1  0  0  0  0
 15 14  1  0  0  0  0
 16  2  1  0  0  0  0
 17  6  1  0  0  0  0
 17 11  1  0  0  0  0
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 19 18  1  0  0  0  0
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 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 22 12  1  0  0  0  0
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 23 13  1  0  0  0  0
 24 16  1  0  0  0  0
 24 23  1  0  0  0  0
 25  3  1  0  0  0  0
 25  8  1  0  0  0  0
 25 19  1  0  0  0  0
 25 21  1  0  0  0  0
 26  4  1  0  0  0  0
 26  9  1  0  0  0  0
 26 20  1  0  0  0  0
 26 24  1  0  0  0  0
 27 10  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 29 22  1  0  0  0  0
 30 14  1  0  0  0  0
 30 27  1  0  0  0  0
 31 23  1  0  0  0  0
 31 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030702

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3

> <INCHI_KEY>
PZNPHSFXILSZTM-UHFFFAOYSA-N

> <FORMULA>
C27H44O4

> <MOLECULAR_WEIGHT>
432.6359

> <EXACT_MASS>
432.323959896

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
51.58466519254683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',19'-diol

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
4.024120138333334

> <ALOGPS_LOGS>
-5.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.42013912052768

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.751587014563686

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6909839223091847

> <JCHEM_POLAR_SURFACE_AREA>
58.92

> <JCHEM_REFRACTIVITY>
121.0084

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',19'-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030702
     RDKit          3D
Neochlorogenin
 75 80  0  0  0  0  0  0  0  0999 V2000
    7.5874    1.2625    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6620    0.5059   -0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.4042   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    0.5187   -1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.1261   -0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667   -0.1398    0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8859   -0.5682    0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9091    1.2188   -0.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.0246   -0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603    1.7109   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058    0.7180    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    0.5885   -0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    0.1125   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275    0.3601   -1.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.5273   -2.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399    0.5491   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832    0.2985   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3589    0.8238   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3342    2.2310   -0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0261    0.3666    1.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5752    0.2479    1.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7705   -0.3432    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3261   -1.7188    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236   -0.3570    0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -1.7056    0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -1.8040    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721   -0.5656    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534   -0.5195    1.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -0.4649   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767   -1.0436   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -2.1768    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    1.9789   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906    1.7152    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3296    0.5323    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2807    0.0769   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0852    1.9110   -2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3273    2.1469   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    1.1115   -2.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -0.3903   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5019   -0.8303    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723   -1.4535   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    1.2602   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    2.1548   -1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017    2.6000    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3309    1.1731    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0339    1.6216    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0376    0.6810   -2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338   -0.9809   -1.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000   -0.4545   -2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    1.2620   -3.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    1.6393   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703   -0.7237   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6638    0.9436   -2.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4366    0.5531   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5361    2.6422    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4484    1.1359    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6043   -0.5685    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1410    1.2356    1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.4270    2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -2.0981   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4499   -1.6895    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9817   -2.4731    0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    0.0103    1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248   -2.2256   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -2.2806    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177   -2.5231    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0016   -2.3746   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -1.5438    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -0.0224    2.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2430    0.0930    1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531   -0.7668   -1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -1.3914   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -1.7678    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -2.8098   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -2.8714    0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
  7  2  1  0
 29  9  1  0
 30  5  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -1.049  -9.055   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.373 -10.910   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.416 -10.021   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.664 -10.210   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.446  -9.996   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.491  -9.842   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.879 -10.110   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.954  -9.931   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.342 -10.200   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.966  -9.746   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.336  -7.179   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.415  -6.071   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.091  -6.454   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.014  -7.364   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.470  -8.805   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.605  -9.388   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.182  -8.466   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.724  -7.448   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.570  -8.734   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.187  -7.537   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.799  -7.269   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.953  -5.982   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.723  -7.161   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.973  -8.681   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.108  -8.645   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.495  -8.913   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.510  -8.306   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.720  -8.376   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.644  -4.606   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.534  -7.114   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.201  -6.929   0.000  0.00  0.00           O+0
CONECT    1   15                                                            
CONECT    2   16                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   10   15                                                       
CONECT    6    8   17                                                       
CONECT    7    9   19                                                       
CONECT    8    6   25                                                       
CONECT    9    7   26                                                       
CONECT   10    5   27                                                       
CONECT   11   17   21                                                       
CONECT   12   18   22                                                       
CONECT   13   20   23                                                       
CONECT   14   15   30                                                       
CONECT   15    1    5   14                                                  
CONECT   16    2   24   27                                                  
CONECT   17    6   11   28                                                  
CONECT   18   12   19   20                                                  
CONECT   19    7   18   25                                                  
CONECT   20   13   18   26                                                  
CONECT   21   11   22   25                                                  
CONECT   22   12   21   29                                                  
CONECT   23   13   24   31                                                  
CONECT   24   16   23   26                                                  
CONECT   25    3    8   19   21                                             
CONECT   26    4    9   20   24                                             
CONECT   27   10   16   30   31                                             
CONECT   28   17                                                            
CONECT   29   22                                                            
CONECT   30   14   27                                                       
CONECT   31   23   27                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   72    0
END

COMPND    HMDB0030702
HETATM    1  C1  UNL     1       7.587   1.263   0.304  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.662   0.506  -0.612  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.631   1.404  -1.256  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.471   0.519  -1.663  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.742   0.126  -0.399  1.00  0.00           C  
HETATM    6  O1  UNL     1       4.667  -0.140   0.578  1.00  0.00           O  
HETATM    7  C6  UNL     1       5.886  -0.568   0.140  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.909   1.219  -0.081  1.00  0.00           O  
HETATM    9  C7  UNL     1       1.748   1.025  -0.825  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.560   1.711  -0.274  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.206   0.718   0.533  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.579   0.589  -0.024  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.683   0.112  -1.419  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.127   0.360  -1.879  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.185   1.527  -2.668  1.00  0.00           O  
HETATM   16  C13 UNL     1      -4.040   0.549  -0.726  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.483   0.299  -1.148  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.359   0.824  -0.065  1.00  0.00           C  
HETATM   19  O4  UNL     1      -6.334   2.231  -0.146  1.00  0.00           O  
HETATM   20  C16 UNL     1      -6.026   0.367   1.309  1.00  0.00           C  
HETATM   21  C17 UNL     1      -4.575   0.248   1.613  1.00  0.00           C  
HETATM   22  C18 UNL     1      -3.771  -0.343   0.452  1.00  0.00           C  
HETATM   23  C19 UNL     1      -4.326  -1.719   0.204  1.00  0.00           C  
HETATM   24  C20 UNL     1      -2.324  -0.357   0.876  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.701  -1.706   0.774  1.00  0.00           C  
HETATM   26  C22 UNL     1      -0.254  -1.804   0.613  1.00  0.00           C  
HETATM   27  C23 UNL     1       0.572  -0.566   0.582  1.00  0.00           C  
HETATM   28  C24 UNL     1       1.353  -0.520   1.904  1.00  0.00           C  
HETATM   29  C25 UNL     1       1.448  -0.465  -0.606  1.00  0.00           C  
HETATM   30  C26 UNL     1       2.777  -1.044  -0.625  1.00  0.00           C  
HETATM   31  C27 UNL     1       3.100  -2.177   0.270  1.00  0.00           C  
HETATM   32  H1  UNL     1       8.151   1.979  -0.318  1.00  0.00           H  
HETATM   33  H2  UNL     1       7.091   1.715   1.166  1.00  0.00           H  
HETATM   34  H3  UNL     1       8.330   0.532   0.689  1.00  0.00           H  
HETATM   35  H4  UNL     1       7.281   0.077  -1.427  1.00  0.00           H  
HETATM   36  H5  UNL     1       6.085   1.911  -2.123  1.00  0.00           H  
HETATM   37  H6  UNL     1       5.327   2.147  -0.484  1.00  0.00           H  
HETATM   38  H7  UNL     1       3.845   1.111  -2.352  1.00  0.00           H  
HETATM   39  H8  UNL     1       4.886  -0.390  -2.157  1.00  0.00           H  
HETATM   40  H9  UNL     1       6.502  -0.830   1.020  1.00  0.00           H  
HETATM   41  H10 UNL     1       5.872  -1.454  -0.514  1.00  0.00           H  
HETATM   42  H11 UNL     1       1.864   1.260  -1.887  1.00  0.00           H  
HETATM   43  H12 UNL     1      -0.058   2.155  -1.104  1.00  0.00           H  
HETATM   44  H13 UNL     1       0.902   2.600   0.320  1.00  0.00           H  
HETATM   45  H14 UNL     1      -0.331   1.173   1.562  1.00  0.00           H  
HETATM   46  H15 UNL     1      -2.034   1.622   0.016  1.00  0.00           H  
HETATM   47  H16 UNL     1      -1.038   0.681  -2.120  1.00  0.00           H  
HETATM   48  H17 UNL     1      -1.534  -0.981  -1.546  1.00  0.00           H  
HETATM   49  H18 UNL     1      -3.500  -0.455  -2.515  1.00  0.00           H  
HETATM   50  H19 UNL     1      -2.968   1.262  -3.597  1.00  0.00           H  
HETATM   51  H20 UNL     1      -4.023   1.639  -0.429  1.00  0.00           H  
HETATM   52  H21 UNL     1      -5.670  -0.724  -1.462  1.00  0.00           H  
HETATM   53  H22 UNL     1      -5.664   0.944  -2.058  1.00  0.00           H  
HETATM   54  H23 UNL     1      -7.437   0.553  -0.262  1.00  0.00           H  
HETATM   55  H24 UNL     1      -6.536   2.642   0.728  1.00  0.00           H  
HETATM   56  H25 UNL     1      -6.448   1.136   2.023  1.00  0.00           H  
HETATM   57  H26 UNL     1      -6.604  -0.568   1.572  1.00  0.00           H  
HETATM   58  H27 UNL     1      -4.141   1.236   1.915  1.00  0.00           H  
HETATM   59  H28 UNL     1      -4.439  -0.427   2.477  1.00  0.00           H  
HETATM   60  H29 UNL     1      -4.124  -2.098  -0.818  1.00  0.00           H  
HETATM   61  H30 UNL     1      -5.450  -1.689   0.319  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.982  -2.473   0.918  1.00  0.00           H  
HETATM   63  H32 UNL     1      -2.180   0.010   1.921  1.00  0.00           H  
HETATM   64  H33 UNL     1      -2.225  -2.226  -0.086  1.00  0.00           H  
HETATM   65  H34 UNL     1      -2.096  -2.281   1.669  1.00  0.00           H  
HETATM   66  H35 UNL     1       0.118  -2.523   1.410  1.00  0.00           H  
HETATM   67  H36 UNL     1      -0.002  -2.375  -0.335  1.00  0.00           H  
HETATM   68  H37 UNL     1       1.499  -1.544   2.315  1.00  0.00           H  
HETATM   69  H38 UNL     1       0.671  -0.022   2.657  1.00  0.00           H  
HETATM   70  H39 UNL     1       2.243   0.093   1.853  1.00  0.00           H  
HETATM   71  H40 UNL     1       0.853  -0.767  -1.496  1.00  0.00           H  
HETATM   72  H41 UNL     1       3.005  -1.391  -1.681  1.00  0.00           H  
HETATM   73  H42 UNL     1       3.605  -1.768   1.194  1.00  0.00           H  
HETATM   74  H43 UNL     1       3.919  -2.810  -0.193  1.00  0.00           H  
HETATM   75  H44 UNL     1       2.295  -2.871   0.483  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3    7   35
CONECT    3    4   36   37
CONECT    4    5   38   39
CONECT    5    6    8   30
CONECT    6    7
CONECT    7   40   41
CONECT    8    9
CONECT    9   10   29   42
CONECT   10   11   43   44
CONECT   11   12   27   45
CONECT   12   13   24   46
CONECT   13   14   47   48
CONECT   14   15   16   49
CONECT   15   50
CONECT   16   17   22   51
CONECT   17   18   52   53
CONECT   18   19   20   54
CONECT   19   55
CONECT   20   21   56   57
CONECT   21   22   58   59
CONECT   22   23   24
CONECT   23   60   61   62
CONECT   24   25   63
CONECT   25   26   64   65
CONECT   26   27   66   67
CONECT   27   28   29
CONECT   28   68   69   70
CONECT   29   30   71
CONECT   30   31   72
CONECT   31   73   74   75
END

HMDB0030702
     RDKit          3D
Neochlorogenin
 75 80  0  0  0  0  0  0  0  0999 V2000
    7.5874    1.2625    0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6620    0.5059   -0.6116 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6311    1.4042   -1.2562 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710    0.5187   -1.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7423    0.1261   -0.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667   -0.1398    0.5779 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8859   -0.5682    0.1402 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9091    1.2188   -0.0808 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7484    1.0246   -0.8253 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5603    1.7109   -0.2741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058    0.7180    0.5331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5791    0.5885   -0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6835    0.1125   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1275    0.3601   -1.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1849    1.5273   -2.6678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0399    0.5491   -0.7260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4832    0.2985   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3589    0.8238   -0.0649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3342    2.2310   -0.1461 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0261    0.3666    1.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5752    0.2479    1.6134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7705   -0.3432    0.4522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3261   -1.7188    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236   -0.3570    0.8759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7010   -1.7056    0.7738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2543   -1.8040    0.6132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5721   -0.5656    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3534   -0.5195    1.9039 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4478   -0.4649   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7767   -1.0436   -0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1000   -2.1768    0.2697 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1508    1.9789   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0906    1.7152    1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3296    0.5323    0.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2807    0.0769   -1.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0852    1.9110   -2.1232 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3273    2.1469   -0.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8453    1.1115   -2.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -0.3903   -2.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5019   -0.8303    1.0201 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8723   -1.4535   -0.5144 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8640    1.2602   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0577    2.1548   -1.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9017    2.6000    0.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3309    1.1731    1.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0339    1.6216    0.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0376    0.6810   -2.1203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5338   -0.9809   -1.5458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5000   -0.4545   -2.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9679    1.2620   -3.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0226    1.6393   -0.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703   -0.7237   -1.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6638    0.9436   -2.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4366    0.5531   -0.2621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5361    2.6422    0.7275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4484    1.1359    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6043   -0.5685    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1410    1.2356    1.9153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4392   -0.4270    2.4770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -2.0981   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4499   -1.6895    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9817   -2.4731    0.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1796    0.0103    1.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2248   -2.2256   -0.0859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0965   -2.2806    1.6691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1177   -2.5231    1.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0016   -2.3746   -0.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4993   -1.5438    2.3153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6706   -0.0224    2.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2430    0.0930    1.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8531   -0.7668   -1.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0051   -1.3914   -1.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6045   -1.7678    1.1944 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9189   -2.8098   -0.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2948   -2.8714    0.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
  7  2  1  0
 29  9  1  0
 30  5  1  0
 27 11  1  0
 24 12  1  0
 22 16  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  3 36  1  0
  3 37  1  0
  4 38  1  0
  4 39  1  0
  7 40  1  0
  7 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 25 65  1  0
 26 66  1  0
 26 67  1  0
 28 68  1  0
 28 69  1  0
 28 70  1  0
 29 71  1  0
 30 72  1  0
 31 73  1  0
 31 74  1  0
 31 75  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(25S)-5alpha-Spirostan-3beta,6alpha-diol	HMDB
Chlorogenin	HMDB

Chemical Formula

C₂₇H₄₄O₄

Average Molecular Weight

432.6359

Monoisotopic Molecular Weight

432.323959896

IUPAC Name

5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',19'-diol

Traditional Name

5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosane]-16',19'-diol

CAS Registry Number

511-91-1

SMILES

CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CO1

InChI Identifier

InChI=1S/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3

InChI Key

PZNPHSFXILSZTM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Spirostane skeleton
3-hydroxysteroid
6-hydroxysteroid
Hydroxysteroid
Steroid
Ketal
Oxane
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0030702)
Cell membrane (HMDB: HMDB0030702)

Cellular substructure

Extracellular (HMDB: HMDB0030702)
Membrane (HMDB: HMDB0030702)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030702)

Source

Endogenous

Endogenous (HMDB: HMDB0030702)

Plant

Plant (HMDB: HMDB0030702)

Animal

Animal (HMDB: HMDB0030702)

Exogenous

Food

Food (HMDB: HMDB0030702)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030702)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030702)

Cellular process

Cell signaling (HMDB: HMDB0030702)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030702)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030702)

Nutrient

Nutrient (HMDB: HMDB0030702)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030702)

Emulsifier (HMDB: HMDB0030702)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	262 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0024 g/L	ALOGPS
logP	3.09	ALOGPS
logP	4.02	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	14.75	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	58.92 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	121.01 m³·mol⁻¹	ChemAxon
Polarizability	51.58 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	199.954	31661259
DarkChem	[M-H]-	194.274	31661259
DeepCCS	[M-2H]-	239.032	30932474
DeepCCS	[M+Na]+	214.385	30932474
AllCCS	[M+H]+	211.6	32859911
AllCCS	[M+H-H2O]+	209.6	32859911
AllCCS	[M+NH4]+	213.4	32859911
AllCCS	[M+Na]+	213.9	32859911
AllCCS	[M-H]-	207.3	32859911
AllCCS	[M+Na-2H]-	209.0	32859911
AllCCS	[M+HCOO]-	211.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Neochlorogenin	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CO1	2810.8	Standard polar	33892256
Neochlorogenin	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CO1	3228.3	Standard non polar	33892256
Neochlorogenin	CC1C2C(CC3C4CC(O)C5CC(O)CCC5(C)C4CCC23C)OC11CCC(C)CO1	3554.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Neochlorogenin,1TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O)CCC5(C)C4CCC3(C)C1C2C	3469.7	Semi standard non polar	33892256
Neochlorogenin,1TMS,isomer #2	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3519.2	Semi standard non polar	33892256
Neochlorogenin,2TMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C)C5CC(O[Si](C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3453.7	Semi standard non polar	33892256
Neochlorogenin,1TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O)CCC5(C)C4CCC3(C)C1C2C	3702.0	Semi standard non polar	33892256
Neochlorogenin,1TBDMS,isomer #2	CC1CCC2(OC1)OC1CC3C4CC(O)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3752.9	Semi standard non polar	33892256
Neochlorogenin,2TBDMS,isomer #1	CC1CCC2(OC1)OC1CC3C4CC(O[Si](C)(C)C(C)(C)C)C5CC(O[Si](C)(C)C(C)(C)C)CCC5(C)C4CCC3(C)C1C2C	3928.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Neochlorogenin GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-2349700000-faadb22e01b5b5b29e5a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neochlorogenin GC-MS (2 TMS) - 70eV, Positive	splash10-03di-4211690000-e07544629ae1491e35e2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neochlorogenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Neochlorogenin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 10V, Positive-QTOF	splash10-014i-3025900000-ab789d16673aa4f9ee9c	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 20V, Positive-QTOF	splash10-00xr-4093300000-eae6c00ee5628b0bf663	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 40V, Positive-QTOF	splash10-066r-9056000000-bdc39a646b70aefcb2e9	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 10V, Negative-QTOF	splash10-00lr-3001900000-c36743b21dd26006f1cc	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 20V, Negative-QTOF	splash10-02u0-2009600000-c873ef3f6fd04e0485d5	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 40V, Negative-QTOF	splash10-014i-9006000000-51f04387d1f8e706bd90	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 10V, Positive-QTOF	splash10-001i-0000900000-ebeb2136bc0d03c13229	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 20V, Positive-QTOF	splash10-00m0-0295700000-aa5ec1535a8186e030cd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 40V, Positive-QTOF	splash10-00kb-3930000000-888c16d9f8bab1f7e689	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 10V, Negative-QTOF	splash10-001i-0000900000-f99193fc2ae16b7de32c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 20V, Negative-QTOF	splash10-001i-0000900000-f99193fc2ae16b7de32c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Neochlorogenin 40V, Negative-QTOF	splash10-00lr-0102900000-9661b709fc5af94ced87	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB002623

KNApSAcK ID

Not Available

Chemspider ID

510158

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

586922

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Neochlorogenin (HMDB0030702)

MOL for HMDB0030702 (Neochlorogenin)

3D MOL for HMDB0030702 (Neochlorogenin)

3D SDF for HMDB0030702 (Neochlorogenin)

3D-SDF for HMDB0030702 (Neochlorogenin)

PDB for HMDB0030702 (Neochlorogenin)

3D PDB for HMDB0030702 (Neochlorogenin)

SMILES for HMDB0030702 (Neochlorogenin)

INCHI for HMDB0030702 (Neochlorogenin)

Structure for HMDB0030702 (Neochlorogenin)

3D Structure for HMDB0030702 (Neochlorogenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra